Brad Sleebs - Diastereoselective synthesis of a-methyl and a-hydroxy-b-amino acids via 4-substituted-1,3-oxazinan-6-ones

Version 1

      Publication Details (including relevant citation   information):

      Journal   of Organic Chemistry (2007),   72(9),   3340-3352


      1,3-Oxazinan-6-ones have been utilized in a series of enolate   reactions to produce 5-hydroxy and   5-alkyl-4-substituted-1,3-oxazinan-6-ones with excellent   trans diastereoselectivity. Highlighting the versatility   of the oxazinanone, a number of transformations were performed to   produce a variety of protected N-H and N-methyl   α-hydroxy- and α-methyl-β-amino acids.

      Address (URL): http://10.1021/jo0700326